Recently we reported that Pd-catalyzed asymmetric cycloreductions of 1,6-enynes for monocyclic compounds and synthesis of enediyne for tricyclic compound. Especially 3,3’-substitution of chiral phosphoramidite ligand showed good yield and enantioselectivity. Herein, we wish to report that chiral phosphoramidite ligands having 3,3’-substituted on binaphthol skeleton enhanced catalytic activity and enantio selectivity. Pd-catalyzed cycloreduction of enediyne was also studied to give tricyclic compounds, which is able to be used in total synthesis of Capnellene. Capnellene have demonstrated potential as a pharmaceutical agent with antibacterial, anti-tumor properties and anti-inflammatory.