The assumption would be for the stock price to have recovered to $1 or $5, that the the company would have received some sort of lifeline which makes bankruptcy no longer an immediate concern. In that scenario, the bonds should appreciate significantly.
As far as them being at par, I suppose they may not return to par until maturity, but if they appreciate significantly, couldn't you just sell them?
As far as the short, keep in mind the short is also protected by ~700 long $1 strike calls. If the price of the underlying was to get back above $1, there is likely an area somewhere between current price and about $1.25 or so where I could be at max pain and have a decent paper loss. should not be too extreme however considering the calls are owned in about a 3 to 1 ratio with the short position. Any move over $1 would quickly become profitable purely off of the short common + call position. Whatever happens with the bonds at that point is gravy and what hopefully prevents even a temporary paper loss.