Closure of CFL against right-quotient with regular languages
Imagine you have a pushdown automaton (PDA) $X$ for $A$ and a DFA $Y$ for $B$.

You want to build a PDA $Z$ for $A/B$. You can do as follows:
the states $Q_Z$ of $Z$ are $Q_X\times Q_Y$. There are two phases:

Phase 1: You just read the input word and advance in $X$, states of $Y$ are ignored. This corresponds to the word $w$ of your language.

Phase 2: When you reach the end of $w$, you are allowed to perform $\epsilon$-transitions in order to reach an accepting state of $X\times Y$. So you guess a word $x$ that will continue to advance in $X$ and start to advance in $Y$, and that has to reach acceptance in both automata simultaneously. If there is an accepting run of this automaton, then the input word $w$ is in $A/B$ since you guessed the witness $x$ (and vice-versa, if $x$ exists, then it can be guessed by your automaton $Z$).

The reason why $B$ has to be regular instead of CFL is that you cannot manage two stacks at the same time, if you want to stay CFL.