Results of numerical simulation of self-oscillations synchronization process in two-cascade ring generator van der Pol by harmonic signal are presented. Studies were carried out within the framework of the DT- model of the dynamic system. The model was developed on the basis of the principle of compliance within the framework of the method of slowly changing amplitudes of characteristics of a discrete system with characteristics of an analog prototype. Shortened equations for complex oscillation amplitudes in generator stages are obtained. It was found that in an autonomous system there is an effect of bistability of amplitudes. In the synchronization mode with an external harmonic signal, solutions of shortened equations made it possible to calculate amplitude-frequency and phase-frequency characteristics of synchronous oscillations. It is shown that transitions between bistable states are observed in the synchronous oscillation holding band. Differences of frequency characteristics of synchronization of classical and two-stage oscillators van der Pol were analyzed.