10 seconds between rounds over the immortal? Easy fucking peasy to solve - let it over him once, stay in place for when you have 10 seconds to pull him out. Check-fucking-mate.
Besides, since the tram will be looping, it'll be very easy to force it to stop somehow, like derailing or putting a concrete block on the track.
Also, if our immortal friend's tissues and bones end up in the rails and the wheels, the chances of the tram failing to move increase with every trip, it might not even make it to loop 100. Also also, if, for whatever reason, one of the tram runs turns the fellow around, such that the chains end up on the track, the bump will derail the thing.