An efficient method for cross-coupling using phthalate-tethered ring-closing metathesis was developed. Based on this method, the stereocontrolled syntheses of both (R, R)-and (S, R)-1- methoxypentadecane-2, 9-diol (17, 20) were achieved from (R)-1-undecen-5-ol (4e) and (R)- 1-methoxy-5-hexen-2-ol (13).