See I think it will work, who is going to stop him? Congress? The court has no means of enforcement. I see it this way, if you play Their Game, you LOSE no matter what. Someone has to start mixing it up and Change the Game. Then firmly tell them to Go Pound Sand.
You've got that backwards. How is Trump going to enforce it? He's the one who is going to have to force private citizens to comply with his order. And without the courts to back him up, he'll lose.