Silicon
It is unclear what kind of "caulking" you've used. Bathtub caulk? Silicon? 5200? In reinstalling portlites, I'd recommend using 3M's 4200 or Sikaflex as both of these are "removeable". Remember the old axiom: 5200 is for life! Forget bathtub caulk, which is silicon based. This would lead to the conclusion that marine grade silicon would probably have a shorter lifespan than 4200, etc.Where was the leak coming from anyway? Around the glass or trim? If you've gone so far as to remove the interior ring & replaced that gasket, you might as well remove the exterior portion and completely clean off the old sealant & rebed w/4200. This should give you a complete (hermetic, if you will) seal. Good luck!LaDonna