I did the B1 o-ring without lowering the tranny or removing the exhaust. Link and info here. The part number is for a 300SDL 722.321 but it may be the same. I would rate it 7 on a scale of 1-10 in difficulties. You have to be very patient. You need to make some kind of a tool as the spring is very strong and no way you can push it back in by hand. I think MBZ has a tool for it with the tranny on the bench. So it is very hard when you are on your back side, if you do not have a lift.
Good luck.
http://www.peachparts.com/shopforum/diesel-discussion/324822-300sdl-tranny-leak-here-picture.html