Really? Why?
Clive is much stronger than Adventure Anime Piemon (planet level vs continent level), faster as well I believe and is unlikely to get hit by the handkerchief and turned into a keychain because he'd dodge or cut it. Unless you mean a different version.
In terms of the Adventure anime, I'd think he'd at least reach Imperialdramon Fighter Mode, whose profile states has the power to destroy a planet in its attacks, before he'd start to genuinely struggle.