AbstractOne‐pot coupling of 2′,3′‐di‐O‐benzoyl‐uridine and 4,5,6,8‐tetra‐O‐acetyl‐3,7‐anhydro‐2‐deoxy‐D‐glycero‐D‐ido‐octitol with appropriate bifunctional phosphoro‐, phosphono‐ and thiophosphonylation reagents gave, after removal of the base‐labile protecting groups, analogues of UDP‐Glc containing charged phosphate, neutral alkyl‐ and arylphosphonate and phosphonothioate linkages. In an analogous manner, GDP‐Man analogues, in which guanosine and octitol units are similarly linked via phosphate, alkyl phosphate or phosphotriester bonds, were prepared.