Having run doubles myself, your post has intrigued me about the endorsement requirements for a pup so I went poking around on the FMCSA website. Under 383.93 questions, I found the following,
"Question 13: Does a driver who operates a straight truck equipped with a pintle hook towing a full trailer (a semitrailer equipped with a converter dolly) need a doubles/triples endorsement on his or her (CDL)?
Guidance:
No. This combination is a truck-tractor towing a single trailer. This configuration does not require a driver to have a doubles/triples endorsement on a CDL."
So, you may be okay but I would still look check with PA.
Here in KY, I see sawdust (ie; lighter weight) haulers that pull gooseneck tandem dually dump trailers with a grain style dump. The ball is mounted at the rear of the truck frame rather than having it just forward of the rear axle. I have never looked up close at the setup nor spoken to one of these drivers.
Given the weights involved, I don't know if this setup would be an option or not?