Rotate layout won't get you anywhere. All it will do is rotate the POV of the layout, but not affect the bounding box in anyway.
This can be completed with Physics, however.
I have two objects, a player object and a land object. Player object has collision mask as a circle, and land has its own bounding box.
(the tiny blip in the first image is where the origin needs to be.)
Then, the event sheet takes the angle of Land and adds 1 to itself.
If that doesn't work, then try putting them on separated layers.