A novel 5-membered cyclic dithiocarbonate (DTC) having a hydroxy group, 5-hydroxymethyl-1,3-oxathiolane-2-thione (DTC-OH), was synthesized from glycidol. On the basis of the highly efficient reaction of its hydroxyl group with isocyanate, a polyurethane having isocyanate terminals was modified with DTC-OH into a new type of polyurethane prepolymer having DTC-terminals, which was highly reactive with amines but tolerant to moisture.