I'd say no. It's clear that Krillin improved a good deal by the gap between him and Yamcha, but he's still not close to approaching Tenshinhan's level. I have my doubts that Tenshinhan improved as much over the 5 year gap due to his already huge lead over Krillin/Yamcha, and Krillin managed to narrow the gap significantly. He'd end up stronger than Goku/Piccolo Daimao, but I doubt it would be by enough to take them both at once.