Team 1 obviously wins. Obito is stronger than both shinobi on team 2 individually, while Kakashi possesses the strength to defeat Sasuke.
Individually, Obito can destroy everything in Hashirama or Sasuke's arsenal with the Sword of Nunoboko. Hashirama at least, possesses utility in countering Bijudama since Shinsuusenju can easily grab them and throw them away from the battlefield since they only reach the size of PS.
Together they defeat him, but Kakashi is there, so he can take on Sasuke whom I don't really see coming out on top in a battle of PS and I can't really see Sasuke doing much to him in CQC due to intangibility.
To top it off, Sasuke has no Senjutsu, so fighting Obito and his truthseekers isn't even an option unless Hashirama can lend him Sage chakra.