A general method for the phosphonyl C2, C3 C bond formation under the free radical, reductive conditions is described. The new approach is based on the synthesis of novel 2- and 3-phosphonyl radicals 6, 9 derived from the corresponding 2-and 3-halo (X Cl, Br, I) substituted phosphonates 7, 10 and their reaction with alkenes 4. Functionalized phosphonates 5, 8 possessing the 2+ 2 and 3+ 2 elongated carbon chain were obtained ...