Retrosynthesis of 1-(3-chloro-5-nitrophenyl)-2,2-dimethylpropan-1-one

I was tasked with figuring out the order of attaching the functional groups to a benzene ring for the synthesis of 1-(3-chloro-5-nitrophenyl)-2,2-dimethylpropan-1-one:


[![1-(3-chloro-5-nitrophenyl)-2,2-dimethylpropan-1-one](https://i.stack.imgur.com/dBFnq.png)](https://i.stack.imgur.com/dBFnq.png)


I propose the following order:


1. the ketone from an acid chloride;
2. the chlorine with $\ce{Cl2}$ and $\ce{FeCl3};$
3. the nitro group with $\ce{HNO3}$ and $\ce{H2SO4}.$


My logic is that after adding the carbonyl group, the chlorine group should be added because adding the nitro group second would make the ring too deactivated for the chlorine later on. However, I am not sure about the relationship between the strength of the deactivator and its ability to *meta*-direct.


$\ce{Cl},$ being a *ortho*/*para* director, would want the nitro group to be added *ortho* or *para* to itself, but the carbonyl would prefer *meta* substitution. Because the carbonyl is a moderate *meta* director and halogens are weak *ortho*/*para* directors, does this mean that the carbonyl’s influence would “*win out*”?


