A collective synthesis of 3,6-dideoxysugars, including seven naturally known congeners, has been reported using commercially available methyl lactates in five steps. The essential tandem process involving the olefin cross-metathesis and isomerization steps was enabled by the dual function of Grubbs-II catalyst, affording the products in good yields and providing concise and practical access to a class of biologically important deoxysugars.