We examine the interaction of both cylindrical and spherical bubbles (2D) and a complex blast wave, which consists of an approaching shock/contact discontinuity/shock (Kang et al., 2001a, 2001b). Such configurations may arise following a supernova explosion, for example, SN 1987A, where a complex blast wave is presently approaching a high density “circumstellar ring” (CR) (Borkowski et al., 1997). Using simulations with the piecewise parabolic method algorithm (Colella & Woodward, 1984), we emphasize the appearance of vortex bilayers, vortex projectiles, and turbulent domains on the downstream and upstream sides of the bubble. We believe that the interfacial deformation of the CR is associated with a strong blast-wave driven accelerated inhomogeneous flow instability in a high density medium and thus will have a different character than the more common planar shock-driven Richtmyer–Meshkov instability.