Easiest way I've found is as follows.
One on One
Submission match
I used Brock Lesnar (Infinite finishers) Vs Chris Jericho (infinite finishers)
Shortly after match starts Jericho should hit you with Code Breaker then put you into The Walls of Jericho. Once move is used Breaking point should come up on screen. Mash buttons so you don't tap. While doing so use Left stick in the direction of the ropes to crawl towards the rope. Achievement pops as soon as Rope Break is called.