How did 'long' semantically shift to mean 'buy the underlying asset', and 'short' to mean 'deliver the underlying asset'?
Solution 1:
The OP has several misconceptions, which will complicate the answer.
The title: 'short' to mean 'deliver the underlying asset'
This is not correct; to short means to sell an asset (e.g., dry goods, a stock, a derivative, a commodity contract) without owning the asset. Here, one would sell 100 bales of cotton, 100 shares of IBM, 1 Dec 125 put on IBM, a Jul '20 silver contract; all without owning the cotton, IBM shares, IBM put, or silver contract.
If the other party that bought your short exercises the short, then you are obligated to deliver. But the short is not the delivery. These events happen at different points in time.
Begin edit
Begin edit on differences between "commit to deliver" vs. "deliver"
Since the OP may have some difficulty with the technicalities of a futures short sale, I'd like to underscore the distinction between "commit to deliver" and "deliver."
Let's first consider a the difference between "getting engaged" and "getting married." Let's say that Bob proposes to Alice on bended knee and offers an engagement ring. Alice kisses him, and misting up, she says, "Yes." Are they engaged? Yes. Are they married? No. Engagement is a "commitment to get married."
Suppose that Alice discovers in the next months that Bob has misrepresented himself as the scion of a wealthy family, and instead plays video games in his mom's basement, where he lives.
Crestfallen, Alice breaks off the engagement. Are they engaged? No longer. Did they get married? No. Alice has broken off the "commitment to get married."
(Interrupting the soap opera and returning to short selling.)
Let's say that Farmer F and Trader G separately take positions to short sell 5000 bushels of soybeans, for August delivery, at $8.38 per bushel. They are both committing to deliver, but Trader G has no intention of ever delivering soybeans. (G will unwind the contract on or before First Notice Day, by buying (to cover) an offsetting contract.) When August rolls around, Farmer F receives a notice of exercise. He delivers the 5000 bushels to a registered warehouse of his choosing. His futures account receives a total of $8.38 x 5000. (Actually more complicated than that, but this simplified explanation should suffice.)
In the meantime, Trader G has seen a drop in soybean prices to $8.30. He buys to cover in early July, and his futures account receives (8.38 - 8.30) x 5000. Let me repeat that Trader G had committed to delivery at the short sale but then cancelled his obligation by buying an offsetting August soybean contract.
"Buying to cover" is analogous to "breaking the engagement," but without the emotional turmoil. (I don't know how many engagements are broken off, but I have heard that around ninety percent of the futures contracts are speculative, that is, not delivered.)
Going back to the original OP question: the short sale is not the same as a delivery.
End of edit
Example of a short sale
Quoting from my previous answer: https://english.stackexchange.com/a/528891/3306.
(Short sale example. Typically, Investor A borrows 100 shares of Investor B's XYZ stock. They are at the same brokerage firm, and the stock is borrowed without B's knowledge.
Of course, Investor A must buy those shares back and replace them in B's account, giving rise to the maxim:
"He who sells what isn't his'n, must buy it back or go to pris'n." -Daniel Drew Source
Investor A will initiate his transaction with the instruction "Sell short 100 shares XYZ to open." This short sale instruction is distinct from "Sell 100 shares XYZ" (synonymous with "Sell 100 shares XYZ to close," which signals that Investor A already owns (at least) 100 shares of XYZ.)
End of short sale example.)
not duplicating this question, because that question wrongly alleges...
The fine answer at https://english.stackexchange.com/a/145394/3306 says
the (short) seller does not at the time of sale possess the commodity or stock which is sold. He is in fact, ‘short’ of the good in question...
The portion of the answer that the OP questions:
More generally, one who stands to profit from the decline of an asset is said to have a "short position" on that asset, or to be "short [the asset]". Analogously, a "long position" is one that rises with the underlying asset.
This quoted portion is correct: the short seller profits when the asset declines.
Example of a short sale of cotton
Merchant A wants 100 bales of cotton. Trader B has no cotton, but enters into a contract to sell A the cotton at 65 cents per bale. This is the short sale. Trader B buys 100 bales of cotton from Farmer C for 60 cents per bale, and has it delivered to Merchant A. Merchant A pays Trader B $65. Trader B pays Farmer C $60. Trader B profits $5.
Example of a short sale of IBM put
Here's where the fun begins. The put goes up in price if the underlying asset declines. The put goes down in price over time if the underlying asset stays the same. The put goes down in price if the underlying asset rises. Let's consider a Dec 125 put on IBM. Buying (or going long) the put gives the buyer the right, but not the obligation, to buy 100 shares of IBM at $125, on or before Dec 18, 2020. Selling the put short obligates the seller to deliver 100 shares of IBM at $125 when the buyer exercises the put.
At the time of this writing (May 30, 2020), a Dec 125 IBM put costs $13.20, meaning that a trader (let's call him Trader B) could sell the put short and gain $1320 in his account (minus commissions and neglecting the bid-ask spread). (Quote was from https://bigcharts.marketwatch.com/quickchart/options.asp?symb=IBM; your mileage will vary).
Now let's imagine a possible future, and say that on November 15, 2020, IBM is at exactly the same price it was on May 30 (namely $124.90). And let's say the Dec 125 IBM put costs $1.90 on Nov 15.
Trader B will profit on the short sale of the Dec 125 IBM put by buying to cover, paying $190 (minus commissions and neglecting the bid-ask spread), and pocketing $1130 (=$1320-$190).
The take-away from the story is that Trader B profited from the fall in price of the IBM put, not from the underlying IBM stock.
Conclusion
The definition of a short selling works for stocks, commodities, puts, calls, and houses. Short selling of a put can be confusing, but the OP needs to think about the effect that the seller profits (or loses) from the put's decline (or rise).