  Quantum entanglement is a fundamental phenomenon which, on the one hand,
reveals deep connections between quantum mechanics, gravity and the space-time;
on the other hand, has practical applications as a key resource in quantum
information processing. While it is routinely achieved in photon-atom
ensembles, entanglement involving the solid-state or macroscopic objects
remains challenging albeit promising for both fundamental physics and
technological applications. Here, we report entanglement between collective,
chiral vibrations in two-dimensional (2D) WSe$_2$ host --- chiral phonons (CPs)
--- and single-photons emitted from quantum dots (QDs) present in it. CPs which
carry angular momentum were recently observed in WSe$_2$ and are a
distinguishing feature of the underlying honeycomb lattice. The entanglement
results from a "which-way" scattering process, involving an optical excitation
in a QD and doubly-degenerate CPs, which takes place via two indistinguishable
paths. Our unveiling of entanglement involving a macroscopic, collective
excitation together with strong interaction between CPs and QDs in 2D materials
opens up ways for phonon-driven entanglement of QDs and engineering chiral or
non-reciprocal interactions at the single-photon level.
