"OH MY GAHD!" Man, who remembers Joey Styles? Anyways to get this you to set up a table outside of the ring, set up a ladder inside of the ring and grapple your opponent off of the ladder with both of you going out off the ring on the way down and your foe going through the table.
Find, or create(as I did) a superstar with their ladder finisher set to 'Superplex' Get up the ladder near the middle of the ring but a little closer to side your table is set up and climb up the ladder when you have a finisher ready(has to be a finisher, not a signature), with your superstar's back facing the direction of the table. Hit the superplex and if all goes to plan the table will smash and the trophy will pop within a few seconds, with no need to complete the match. I've tried doing this with normal grapples but my opponent always just bounced off of the rope and fell inwards.