KD, does he ever see your H going? My son went from diapers to the toilet practically overnight. He just decided he'd rather forego the potty chair and training pants and go straight to "the daddy potty" and big boy undies. Talk about lucking out with that kid.
My daughter was a different story. If she was bare butted she'd use the toilet. Any kind of covering, even thin undies, she'd expect to work like a diaper and had accidents.
He'll do things in his own time. It just might be a little uncomfortable for everyone in the meantime.
From my own experience, if you go with prune juice, use a very little amount and expect biiiiig results within an hour. Jumex juice, sold in the Mexican food aisle of the grocery store, has plum nectar that might be gentler for him.