Yet again you are forgetting one small point.
You can stand the magical object on the belt and hook it up to your winch.
Start the belt up and the wheel will turn at exactly the same speed as the belt, to make any gain from its position on the belt, the wheels have to go faster than the belt.
All the time the speed of the wheels are the same as the belt, the object will not move.
What is so difficult to understand
are you saying the winch will or will not turn?
if it does then the cable will shorten and the object will travel towards it.
so doitall, are you saying the winch will not turn?