Sure. My area has low crime, my bike isn’t worth a ton (was $500-600 new), and I use a well-regarded u-lock. Never had it stolen.
But OP is talking about trying to get the bike stolen so they can jump the thief and steal their money. That doesn’t seem very effective with a $75 bike, which is going to be some big-box hand-me-down pile of crap that most homeless people are going to ignore, much less motivated bike thieves. If you want your bike stolen, it needs to be worth the time to bring it to the pawn shop.