You need to use John Morrison's finishers on the opponent in Undertaker's RTWM. Use his signature move and finishing move on the opponent and you will get the 5 stars requirement. Plus, use and break the outside weapon.

Well, I used a CAW. But it's pretty difficult w/ a Superstar, since I haven't seen any w/ 2 sigs/finishers. My CAW has 2 sigs and 2 finishers, so it was basically pretty easy.

first signature him
finisher him
signature him
finisher him
use object then attack him
GOOD LUCK!!!!!!!!

signature
punch 5X
finisher
hit it with sledge hammer
hit it with ladder 5x
go up on the ladder then jump
punch 2X
signature
finisher

FINISHER

HOPE THIS HELPS