This is a simple solution, though it's using all 'magic' numbers. You should probably make an equation to calculate the position of each list item if you plan to use this in multiple sizes and places across your site.
https://jsfiddle.net/5db8oLL6/
<ul class="list">
<li class="list__item">Item</li>
<li class="list__item">Item</li>
<li class="list__item">Item</li>
<li class="list__item">Item</li>
</ul>
.list {
position: relative;
width: 80px;
height: 80px;
border-radius: 50%;
background-color: blue;
box-shadow: 0 0 0 10px #fff,
0 0 0 11px #333;
}
.list__item {
position: absolute;
}
.list__item:nth-child(1) {
top: -10px;
right: -35px;
}
.list__item:nth-child(2) {
top: 12px;
right: -52px;
}
.list__item:nth-child(3) {
top: 43px;
right: -53px;
}
.list__item:nth-child(4) {
top: 70px;
right: -35px;
}