Sasuke takes it of course.
- Boss summon to his advantage and the fact that he held his own against B even in a terrible state where he was just recovering form Itachi as stated by Jugo. Not to mention other snakes.
- Possibly
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- Sasuke reacted to his V1 speed easily. Base isn't a problem. Full intel on B's CQC enables Sasuke play smart and considering his CM2 state which increases his overall abilities, he shouldn't have a problem at all especially with flight. If Sasuke is smart enough, he allows his boss summon do the trick while he prepares Kirin. Samehada can't dream of absorbing such especially considering the fact that Kirin doesn't contain chakra from what I recall.
Scenario 2: Might be the same but I can also see B winning this as well. Not sure.