Short synthetic routes are described to produce structurally related phospholipids that are either conformationally restricted or flexible. The conformationally restricted structures have a cyclopropyl ring in the interfacial region of the phospholipid. The key synthetic step is a cyclopropanation reaction between 2 (5 H)-furanone and a stabilized chloroallylic phosphonate anion. The synthetic routes enable the incorporation of different polar ...