I believe we’ve had presidents or presidential candidates in the past who were born in a territory. Goldwater was born in Arizona Territory. But Arizona became a state. I don’t think there’s been one that was born in a territory that remained a territory.
...what about being born in one of the fifty-seven states?...sayeth the wizard of smart in the oval office...Harvard magna my a**!
of course, chester arthur was actually a usurper too—canada, british I believe—posted somewhere on my Gunny G sites, etc, etc.
Is Kenya or is Canada a U.S. territory?
If there was a problem, the status at birth would be the determining factor, not what happened later.
We had a VP that was born in Kansas territory.
But as to Puerto Rico, the people who live there are US citizens, not just US nationals. Thus their children, in general, have two US Citizen parents, and the only question remaining would be "is Puerto Rico part of the United States, fully and permanently subject to it's jurisdiction" The answer has to be yes.
Plus there are lots of Puerto Ricans who were born in states, of parents who came from the Island, like several of my ACU wearing neighbors and their children (born in Texas!).
The question of whether or not a Puerto Rican is qualified under Article II to run for,and serve as POTUS is a damned good one.
Based on the strange body of law known as "The Insular Cases," IMHO, the probable answer is "NO."