Just brainstorming. I would take a thin slice of fresh pineaple.
I would prepare my shells with rolled thin puff and blind bake.
I would sear the pineapple slice in a very hot skillet untill caramelized. Deglaze the pan witth a pinch of rum.
chill, put the pine on the bottom and the flavored anglaise on top, chill and sugar torch. A flaming 151 might be called for.