As @Jaap commented, the simplest way to move forward is to
start at 49 and invert the listed operations.
So let's go spelunking!
The most obvious thing is that no division step can take place first. Therefore, we must start by subtracting.
Subtracting by 2 is a non-starter, since this generates 47.
This limits us again to a subtraction step, making 44 [-3] or 42 [-5].
44 goes to 39 [-5], which only grants 13 [/3] and then ends, or 22 [/2], which also ends after 17 [-5]. From this, we realize that hitting 44 with [-2 and -3] or 39 with all subtraction steps is an effort in futility, so we'll avoid those chains.
42 goes to 39 [-3] (covered above), 21 [/2], or 14 [/3]
21 goes to 18 only [-3], which only grants 6 [/3] and ends.
14 goes to 7 [/2], which only grants 4 [-3] and ends.
Now starting with subtracting by 3,
46 goes to 44 [-2], 41 [-5], or 23 [/2].
41 immediately ends, as a prime and as a direct result of the only possible remaining move [-2] yielding 39 with all subtraction steps. As such, we'll ignore 41 if it comes up again.
23 goes to 18 [-5] or 21 [-2], which ends after 2 steps: 7 [/3] and 2 [-5]. So close!
18 goes to 16 [-2], which ends since we only have [/3] or [/5] left, or 6 [/3], which also ends with [/5] left.
And finally subtracting by 5 for our first step.
44 is a decent starting point, since we still have [-2] and [-3] available. Let's take this a little bit slower, since this is likely to yield a lot more potential steps.
[/2] gives 22, which goes to 20 [-2] or 19 [-3].
20 goes to 17 [-3], which ends with only [/3] and [/5] left, or 4 [/5]. The only feasible move is [-3], which gives 1. Success! [/3] left over.
19 goes to 17 [-2], which is ruled out above.
[-2] gives 42, which is the same case as in the first description.
[-3] gives 41. No thanks.
Therefore, the only feasible solution is
-5, /2, -2, /5, -3. Or, going from 1 to 49, +3, *5, +2, *2, +5.
Looks like @Gareth really knew what he was doing!