Naruto solos high diff.
Boss frogs are hard counters to gaara's abilities considering they are super large, very power, and can spit tons of oil which is the canon weakness of gaara's sand.
Naruto is friendly with kurama, thus he can perform frog fusion with ma and pa. That takes away all the disadvantages of his sennin mode like limited FRS, limited time, and limited clones. Thus the gamatrio and a couple of SM clones with enough chakra to use as couple FRS take on gaara while the real takes on oonoki. Naruto's perfectly capable of hitting a flying oonoki as he's shown the ability to
You must be registered for see links
Jinton can't be blocked, but it can be dodged via sensing it prior and using a senpou shunshin, using clones as distractions or disruptions or blinding oonoki with dust cloud. On the other hand, naruto with pa on his shoulder, has a laser of his own that's
You must be registered for see links
, and can be used independently of naruto's own mind. Frog song is also a win for him.
That's pretty much how it goes down, oonoki either gets counterattacked by clones while trying to hit naruto with jinton, gets lasered by pa, gets frog songed, or gets dodges a FRS and gets destroyed by the expansion since he doesn't have knowledge on it. Gaara's sand gets oiled, jumped over and blasted through by Fuuton rasenshuriken/ SM Chou oodama rasengan.