The BTW sandpile model of cascading dynamics forms a cornerstone for our understanding of failures in systems ranging from avalanches and forest fires to electric power grids and brain networks. The latter two are examples of oscillator networks, yet the BTW model does not account for this. Here we establish that the interplay between the oscillatory and sandpile dynamics can lead to emergent new behaviors by considering the BTW sandpile model on a network of Kuramoto oscillators. Inspired by high-level objectives in the power grids, we aim to leverage this interaction to maximize synchronization, maximize load, and minimize large cascades. We assume that the more outof-sync a node is with its neighbors, the more vulnerable it is to failure so that a node's capacity is a function of its local level of synchronization. And when a node topples, its phase is reset at random. This leads to a novel long-time oscillatory behavior at an emergent timescale. The bulk of an oscillatory cycle is spent in a build-up phase where oscillators are fully synchronized, and cascades are largely avoided while the overall load in the system increases.Then the system reaches a tipping point where, in contrast to the BTW model, a large cascade triggers an even larger cascade, leading to a "cascade of cascades," which can be classified as a Dragon King event, after which the system has a short transient dynamic that restores full synchrony. This coupling between capacity and synchronization gives rise to endogenous cascade seeds in addition to exogenous ones, and we show their respective roles in the Dragon King events. We establish the phenomena from numerical studies and develop the accompanying mean-field theory to locate the tipping point, calculate the amount of load in the system, determine the frequency of the emergent long-time oscillations and find the distribution of cascade sizes during the build-up phase.