Dendritic macromolecules containing several types of functional groups were successfully synthesized through divergent method. Poly(ethylene glycol) was functionalized using cyanuric chloride and it was reacted with p-toluidine at room temperature and a macromolecule containing chloride and methyl functional groups (PEG-Cl2-Me2) was obtained. Substitution of chloride functional groups of PEG-Cl2-Me2 by hydroxyl functional groups led to a macromolecule containing methyl and hydroxyl functional groups (PEG-Me2-OH4). Hydroxyl functional groups of PEG-Me2-OH4 were reacted with cyanuric chloride and PEG-Me2-Cl8 was obtained. Finally, PEG-Me2-Cl8 was reacted with p-aminophenol at room temperature and a macromolecule containing methyl, hydroxyl, and chloride functional groups (PEG-Me2-(PhOH)4-Cl4) was obtained.