A series of new pyrimido [4, 5-b] indole ribonucleosides bearing phenyl or hetaryl group at position 4 has been prepared by selective Pd-catalyzed cross-coupling reactions of the corresponding protected 4, 6-dichloropyrimido [4, 5-b] indole ribonucleoside with (het) arylboronic acids or stannanes followed by deprotection. Further cross-couplings under harsher conditions and employing X-Phos ligand proceeded at the position 6 leading to 4, ...