Besides the oil....
There is nothing in the setup to the problem which precludes the plane moving forward from the thrust of its propellor.
Unlike a car, the wheels do not drive the plane, they spin free. THeir speed is dictated by the speed of the plane and the airstrip in this case, in combination, but they do not impede the forward progress of the plane which is driven by the propellor.
Or so I think.