Madara wins this
Naruto is never blocking PS slashes like he did to sasukes, there is an astronomical gap between
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Any TBB formation gets disrupted by madara swinging his blade considering how much quicker it is for madara to swing his blade.
Nothing in narutos arsenal is even cutting it here. a regular TBB from full kyuubi (much larger and thus stronger) was tanked with almost no damage whatsoever. narutos are tanked with ease, and his continous TBB are tanked just fine as well.
It will take 3 or so flash TBB atleast to bust open madaras PS, and there is no way naruto can prep them,, without madara smacking him down,
CQC is not helping naruto at all, naruto gets dominated in every single category, he gets vastly outmuscled and repeatedly smacked down by PS slashes.
One slash probably takes out one of kurama avatars tails. and each of madaras PS slash is around the same echelon as a regular TBB from naruto, the only difference is that madara can do so much quickly whilst stopping naruto from attacking.
anything else that naruto attempts is futile. his speed is tracked and his attacks are blocked by PS. and then its back to phhase 1
as for scenario 2. BSM naruto probably beats him, the senjutsu boost makes his avatar and his attacks much stronger. to an extent where PS slashes are tanked without much damages which allows naruto to fire off his much stronger attacks to bust open PS