In this work, a series of novel chiral succinate dehydrogenase inhibitors (SDHIs) are synthesized through a one-pot Rh-catalyzed asymmetric hydrogenation-condensation strategy. This method exhibits high efficiency (up to 1000 Ton, 94% yield over two steps), high stereoselectivity (up to 99% ee), and broad substrate scope (68 examples in total), providing a superior pathway for the synthesis of such chiral fungicides. Mechanistic studies indicate that the amino group at the 2-position of the phenyl ring acts as an activating group, enhancing the reactivity and stereoselectivity control of the reaction. Furthermore, these molecules exhibit broad-spectrum and highly effective antifungal biological activity. Notably, enantiomers show significant differences in both in vitro and in vivo fungi-inhibiting experiments. Especially, (S)-5f showcases an antifungal activity against Botrytis cinerea (EC