Naruto and Madara win this
--madara with the both rinnegan as well as SM and Rikudo chakras PS would armor narutos kurama avatar as the duo proceed to overwhelm juubito completely through senjutsu and Rikudo chakra enhanced PS-infused TBB
--Juubiitos TSB shield was cracked by a SM TBB from kurama meaning that Rikudo amped PS/SS And barrages of SM TBB would definitely overwhelm him and breach all of his defenses
--Juubitos only chance of taking out PS and kurama avatar is if he uses juubi damas but for that he need to set up the tree and madaras Rikudo amped PS slashes can easily intercept the TBB and cut the tree up before any of the TBB are fired
--Sword of nunoboku is non factor here, it gets wrecked by Rikudo amped PS with utmost ease
--blitzing is also never happening for juubito here when naruto canonically kept track of his movements and madara reacted to an FTG based attack and even evaded it through pure reflexes
--with juubitos TSB shield and body being bypassd means that he is not winning this