A highly regio- and stereo-selective synthesis of cyclic β-D-glucosides 3via Pd(0)-catalyzed coupling cyclization of allenyl β-D-glucoside 1 and organic iodides in 20–38% yields is reported. After the deacetylation of 3, we obtained cyclic β-D-glucoses 4 in 90–97% yields, which may have SGLT2 inhibition activities.