I had the same requirement for one of my applications!!!

luckily I found a solution!

In order to keep main viewcontroller landscape, no matter from what orientation it was popped/pushed, I did the following thing: (in viewWillAppear:)

//set statusbar to the desired rotation position
[[UIApplication sharedApplication] setStatusBarOrientation:UIDeviceOrientationLandscapeLeft animated:NO];

//present/dismiss viewcontroller in order to activate rotating.
UIViewController *mVC = [[[UIViewController alloc] init] autorelease];
[self presentModalViewController:mVC animated:NO];
[self dismissModalViewControllerAnimated:NO];

P.S.Tested on sdk 3.2.5 ios 5.0.1.

P.S. On iOS 8 previous answer results some screen flickering and also - it is not stable (In some cases It does not work for me anymore.) So, for my needs, I changed the code to: (ARC)

//set statusbar to the desired rotation position
[[UIApplication sharedApplication] setStatusBarOrientation:UIDeviceOrientationLandscapeLeft animated:NO];

[self.navigationController presentViewController:[UIViewController new] animated:NO completion:^{
    dispatch_after(0, dispatch_get_main_queue(), ^{
        [self.navigationController dismissViewControllerAnimated:NO completion:nil];
    });
}];

//I added this code in viewDidDissapear on viewController class, which will be popped back.

Hopefully it will help!


This might help. You can call the following method upon appearing, where appropriate. e.g. in -viewWillAppear:animated

attemptRotationToDeviceOrientation Attempts to rotate all windows to the orientation of the device.

+ (void)attemptRotationToDeviceOrientation

Discussion

Some view controllers may want to use app-specific conditions to determine the return value of their implementation of the shouldAutorotateToInterfaceOrientation: method. If your view controller does this, when those conditions change, your app should call this class method. The system immediately attempts to rotate to the new orientation. A rotation occurs so long as each relevant view controller returns YES in its implementation of the shouldAutorotateToInterfaceOrientation: method.

Availability

Available in iOS 5.0 and later. http://developer.apple.com/library/ios/#DOCUMENTATION/UIKit/Reference/UIViewController_Class/Reference/Reference.html